Startups often fail to displace incumbents because they become successful 'point solutions' and get acquired. The harder path to a much larger outcome is to build the entire integrated stack from the start, but initially serve a simpler, down-market customer segment before moving up.

In crowded markets, founders mistakenly focus on other startups as primary competition. In reality, most customers are unaware of these players. The real battle is against the customer's status quo: their current tools like spreadsheets, hiring a person, or using an old system. Your job is to beat those options.

Traditional SaaS switching costs were based on painful data migrations, which LLMs may now automate. The new moat for AI companies is creating deep, customized integrations into a customer's unique operational workflows. This is achieved through long, hands-on pilot periods that make the AI solution indispensable and hard to replace.

Cisco's acquisition of Splunk was transformational, with Splunk leading the combined observability business. This "reverse integration" works because Splunk already operated at a scale relevant to Cisco, making the adoption of their superior SaaS processes worth the change management effort. Small targets' processes are ignored.

Recognizing that high switching costs are a major barrier to adoption, Everflow developed a dedicated API to help prospects migrate their data from specific legacy platforms. This technical investment directly addressed a key customer pain point, reduced friction, and made it far easier to win deals from entrenched competitors.

While individual AI companies see slightly lower retention than SaaS, Stripe's data reveals customers often churn from one provider directly to a competitor, and sometimes switch back. This indicates the problem being solved is highly valued, and the churn reflects a rapidly evolving, competitive market, not a lack of product-market fit for the category itself.

For years, CNX turned down acquisition offers from firms that only wanted to "milk the existing customer base of maintenance" and halt development. They ultimately sold to Izzy Software because it presented an exciting vision for growing the product, not just harvesting it.

When acquiring a business, don't rely on a single outcome like achieving a growth target. Instead, seek assets that offer multiple ways to win. Even if the primary goal is missed, the acquired data, technology, or talent could create significant value for other business units, providing built-in insurance for the deal.

Don't just sell a product; become an indispensable part of your customer's workflow. By offering integrated products and services, you create a value ecosystem that locks out competitors and makes leaving an impractical and undesirable option.